Though a previous report suggested that OGA is capable of hydrolyzing thioglycosides, this was only demonstrated on the aryl ... Macauley, MS; Stubbs, KA; Vocadlo, DJ (2005-12-14). "O-GlcNAcase Catalyzes Cleavage of Thioglycosides Without General Acid ... thioglycoside para-nitrophenol-S-GlcNAc; para-nitrothiophenol is a more activated leaving group than a cysteine residue. Recent ...
Thioglycosides are usually prepared by reacting per-acetylated sugars with BF 3•OEt 2 and the appropriate thiol. Thioglycosides ... Additionally thioglycosides act as temporary protecting groups at the anomeric position allowing for thioglycosides to be ... Thioglycosides were first reported in 1909 by Fischer and since then have been explored constantly allowing for the development ... II an efficient thioglycoside mediated approach toward the formation of 1,2-trans linked glycosides and glycosidic esters". ...
Some other synthetic routes include: Ring-closing metathesis Reaction of thioglycosides with lithium napthalenide. Mesylation ...
N-alkyl thioglycosides of the n-octyl-β-d-thioglucopyranoside type are not naturally occurring. However, mustard oil glycosides ... "Process for preparing alkyl-1-thioglycosides and alkyl-glycosides, anomer mixtures thereof", published 1992-06-02, assigned to ...
Barroca, Nadine; Schmidt, Richard R. (May 2004). "2-Nitro Thioglycoside Donors: Versatile Precursors of β-d-Glycosides of ... to furnish a thioglycoside donor. This is a versatile donor and can react with simple or carbohydrate alcohols to establish the ... Anhydrosugar 21 could be transformed into thioglycoside 22, which serves as a donor to react with alcohols to obtain 2-azide-2- ...
Streamlined Synthesis of Per-O-acetylated Sugars, Glycosyl Iodides or Thioglycosides from Unprotected Sugars, Balaram ... or Thioglycosides from Unprotected Reducing Sugars 1". The Journal of Organic Chemistry. 69 (22): 7758-7760. doi:10.1021/ ...
Thioglycoside and trichloroacetimidate donors are used more than others in contemporary glycosylation methods. When it comes to ... Scheme 2) As to the thioglycosides, the greatest strength is that they can offer temporary protection to the anomeric centre ... Furthermore, in the preparation of 1, 2-trans glycosidic linkage, using thioglycosides and imidates can promote the ... Common donors in oligosaccharide synthesis are glycosyl halides, glycosyl acetates, thioglycosides, trichloroacetimidates, ...
The seeds contain sinalbin, which is a thioglycoside responsible for their pungent taste. White mustard has fewer volatile oils ...
The molecules produced in this way would be called carbasugars or C-glycosides, thiosugars or thioglycosides, or iminosugars or ...
"De Novo Synthesis of ad-Galacturonic Acid Thioglycoside as Key to the Total Synthesis of a Glycosphingolipid ...
In analogy, one also considers S-glycosidic bonds (which form thioglycosides), where the oxygen of the glycosidic bond is ... thioglycosides), -SeR (selenoglycosides), -NR1R2 (N-glycosides), or even -CR1R2R3 (C-glycosides). Particularly in naturally ...
Other glycosidation methods are Fischer glycosidation, use of glycosyl acetates, thioglycosides, glycosyl trichloroacetimidates ...
... s can be linked by an O- (an O-glycoside), N- (a glycosylamine), S-(a thioglycoside), or C- (a C-glycoside) glycosidic ...
In a recent version, the β-mannosylation of thioglycoside 14 and its analogues were examined to prepare sterically hindered ... With that, activation of the thioglycoside 19 was readily achieved, and the coupling reaction with the acceptor alcohol ...
... acid reacts with acetyl-protected α-galactosyl trichloroacetimidate even without additional acid catalysis to thioglycoside, ...